$4,400,000
 $23,620 est/mo Sourced by Back At You

111 Windy Point Circle & Lot 78,MARATHON, FL 33050

MARATHON, FL 33050

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Description

Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

Details

MLS #619002
Listing TypeFor Sale
StyleHouse
HOA Dues$4,650
Sub-TypeResale
StatusContingent/show
Year1988
Days On Site170
Listing Provided ByOcean Sotheby's International | Ally Kelley

Features

Bed(s)3
Bath(s) 4 Total
SQ Feet2,446
PoolYes
ZoningRM - Residential Medium
Acreage1.75
Water FrontYes
Property ViewOpen Water View, Bay

Taxes

Property33533

Area Information

StateFL
CountyMonroe
CityMARATHON
Zip Code33050
Area15 Sombrero Bch Rd to Vaca Cut Gulfside
Community NameStirrup Key Sub (52.5)
Listing VS Median (in Stirrup Key Sub (52.5))
Price:
$4,400,000
low | high
Med:
$4,400,000
50% of Average
sqft:
2,446
low | high
Med:
2,623
42.763695829926% of Average
$ / sqft:
$1,799
low | high
Med:
$1,677
56.747998475029% of Average
On site:
170
low | high
Med:
268
63.432835820896% of Average
Sourced by Back At You

Market Activity 33050

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The data relating to real estate for sale on this web site come s in part from the Internet Data Exchange program of the Marathon and Lower Keys Association of REALTORS®, Inc. MLS. Real Estate listings held by brokerage firms other than Key Colony Beach Realty, Inc. are marked with the MLS logo and detailed information about them includes the name of the listing broker’s office.

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Learn More About This Property

StateFL
CountyMonroe
CityMARATHON
Zip Code33050
Area15 Sombrero Bch Rd to Vaca Cut Gulfside
Community NameStirrup Key Sub (52.5)
Listing VS Median (in Stirrup Key Sub (52.5))
Price:
$4,400,000
low | high
Med:
$4,400,000
50% of Average
sqft:
2,446
low | high
Med:
2,623
42.763695829926% of Average
$ / sqft:
$1,799
low | high
Med:
$1,677
56.747998475029% of Average
On site:
170
low | high
Med:
268
63.432835820896% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $3.3M - $5.5M
sqft: 1,500 - 3,000
Nearby Listings Property ImageNearby Listings Details
115 Windy Point Circle Property Photo 1
$4,400,000
115 Windy Point Circle
Marathon, FL 33050
Listing Updated: August 18, 2026 at 8:25:43 AM PDT